Jason Simons
About
Jason Simons is an Operating Partner at Greater Sum Ventures, where he partners with portfolio companies to strengthen sales and marketing operations, brand development, and funnel optimization. With more than 22 years of operating experience, Jason focuses on helping companies convert users into engaged customers—and customers into long-term advocates.
A former founder himself, Jason brings a builder’s perspective to growth challenges, working closely with teams to design scalable go-to-market systems that balance performance with brand integrity. His operating superpower lies in maximizing conversion across the customer journey, ensuring that product, messaging, and experience work together to drive sustainable growth.
Jason is especially drawn to founders who care deeply about delighting their customers—believing that the strongest companies are built by teams who obsess over both product quality and brand experience. Originally raised in the United Kingdom and based in the United States since the age of 19, Jason first began working with Ross Croley over 20 years ago at In10sity Interactive, later transitioning to Ministry Brands and now GSV.
Q&A
What advice would you give your younger self?
Invest early and often! Cherish your loved ones. Make the most of your time. Maybe I'd divulge some good stock picks too, if that's allowed?
Do you have a favorite quote or saying?
"People think of education as something they can finish."
So applicable to work in the tech world. School teaches us how to learn but it's a lifelong task!
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